PREPARATION OF ALKYL SILYL ACETALS FROM CARBOXYLIC ESTERS WITH TERT-BUTYLDIMETHYLSILYLDIHALOMETHYLLITHIUM - 1,3-REARRANGEMENT OF SILYL GROUP FROM CARBON TO OXYGEN
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SHINOKUBO, H
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KYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPANKYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPAN
SHINOKUBO, H
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OSHIMA, K
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KYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPANKYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPAN
OSHIMA, K
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UTIMOTO, K
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KYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPANKYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPAN
UTIMOTO, K
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[1] KYOTO UNIV,FAC ENGN,DIV MAT CHEM,SAKYO KU,KYOTO 60601,JAPAN
Treatment of ethyl benzoate or isopropyl formate with tert-butyldimethylsilyldibromomethyllithium gave alkyl silyl mixed acetal via 1,3-rearrangement of silyl group from carbon to oxygen. The reaction of the mixed acetals with allylsilane in the presence of Lewis acid afforded allylated ethers.